Thanks so much for the thorough examination of what I'm considering. I am soooo tempted to give it a shot but you have really put the fear of god into me.
I just checked flightstats (not sure how accurate that site is) and for the last 60 days EI flight 136 has only a 66% ontime rate. The average delay for the rest of the flights was 60 minutes with the maximum being over 5 hours late!
But there were a lot of flights cancelled out of Boston in Feb and March due to weather, right? So that's probably skewing the on-time rate for the window I see.
Oh decisions, decisions. Making that flight would mean almost another whole day at the beach....
Horror stories of missed connections at DUB are welcome! Thanks irishguy28, I will let everyone know what happens.